Your Holiday, Thoughtfully Curated

Taking the Guesswork Out of Vacation Planning

The festive season at Jamaica Inn offers an effortlessly enchanting escape—where your only task is to unwind. To make your stay seamless, we’ve curated a collection of bespoke itineraries designed to take the guesswork out of holiday planning, allowing you to fully immerse yourself in the magic of Jamaica.

From elegant festive dinners and live music under the stars to tranquil days on our private beach and thoughtfully crafted seasonal experiences, every detail is designed to create an unforgettable holiday.

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Adventure Seekers Itinerary

Saturday, December 20, 2025
Arrival Day	Arrive from OCJ, MBJ, KNG or On-Island
Check In	Starts at 3 pm or arrive early and enjoy the beach and lunch
Dinner	The Terrace
Sunday, December 21, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8 am	Optional Yoga at the Ocean Spa
11 am	Complimentary Planter’s punch served on the beach Swim, sleep on the beach, swim, snack, snorkel, sip, snack, sleep (repeat)
1 pm	Lunch at Teddy’s
2:30 pm	Sip & Read on the beach, sleep on the beach, sip
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10 pm
Monday, December 22, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8:30 am	Depart JI beach for a boat ride to Dunn’s River Falls to hike 900 ft above sea level on rocks with cascading water
9 am	Optional Glass Bottom boat ride of fish sanctuary Or take a short drive to Blue Hotel and jump to save your life
10:30/11 am	Return to Jamaica Inn Take a drive into the famous town of Ocho Rios, see how the local enjoy the festive season or enjoy a tour of Green Grotto Caves
11 am	Complimentary Planter’s Punch served on the beach Sleep, snack, read or chill at the beach bar with the team, sip
1 pm	Lunch at Teddy’s, the beach bar or under your own palapa
2:30 pm	Do nothing or swim or head to the spa
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10 pm
Tuesday, December 23, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
10:30 am	Farm to skin foraging at the Ocean Spa (seasonal sorrel scrub)
11 am	Complimentary Planter’s Punch served on the beach Sleep, snack, read or chill at the beach bar with the team, sip
1 pm	Lunch at Teddy’s, the beach bar or under your own palapa
2:30 pm	Do nothing or swim or head to the Ocean Spa, hang with the beach bar team, learn a game of croquet
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
7 pm	Drinks on Us – West wing lawn
8 pm	Beach Gala Enjoy a live reggae band until 10 pm
Wednesday, December 24, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
10:30 am	Optional Spice and fruit tour with our landscaping team member Depart JI for Mystic Mountain for Sky Bobsled or River tubing or ATV Bike or Horse back riding
12:30 pm	Lunch at Scotchies, Juici Patties or Ocho Rios Jerk centre
2:30 pm	Rest relax on the beach
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Jamaica Inn choir with Cater reggae artist and team member
8 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10:30 pm
Thursday, December 25, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8 am	Optional Yoga at the Ocean Spa
12:30 pm	Rumology at Teddy’s beach “Sorrel rum shot”
2:30 pm	Rest relax on the beach
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Festive dinner at The Terrace or private beach dinner set up (additional cost) Enjoy a live reggae band until 10 pm
Friday, December 26, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty Last minute Christmas shopping at the gift shop
12 noon	Check out

Wellness Seekers Itinerary

Saturday, December 20, 2025
Arrival Day	Arrive from OCJ, MBJ, KNG or On-Island
Check In	Starts at 3 pm or arrive early and enjoy the beach and lunch
Dinner	The Terrace
Sunday, December 21, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8 am	Optional Yoga at the Ocean Spa
11 am	Complimentary Planter’s punch served on the beach Swim, sleep on the beach, swim, snack, snorkel, sip, snack, sleep (repeat)
1 pm	Lunch at Teddy’s
2:30 pm	Sip & Read on the beach, sleep on the beach, sip
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10 pm
Monday, December 22, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8:30 am	Depart JI beach for a boat ride to Dunn’s River Falls to hike 900 ft above sea level on rocks with cascading water
9 am	Optional Glass Bottom boat ride of fish sanctuary Or take a short drive to Blue Hotel and jump to save your life
10:30/11 am	Return to Jamaica Inn for lunch
11 am	Complimentary Planter’s Punch served on the beach Sleep, snack, read or chill at the beach bar with the team, sip
1 pm	Lunch at Teddy’s, the beach bar or under your own palapa
2:30 pm	Treatments at The Ocean Spa
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10 pm
Tuesday, December 23, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
10:30 am	Farm to skin foraging at the Ocean Spa (seasonal sorrel scrub)
11 am	Complimentary Planter’s Punch served on the beach Sleep, snack, read or chill at the beach bar with the team, sip
1 pm	Lunch at Teddy’s, the beach bar or under your own palapa
2:30 pm	Do nothing or swim or head to the Ocean Spa, hang with the beach bar team, learn a game of croquet
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
7 pm	Drinks on Us – West wing lawn
8 pm	Beach Gala Enjoy a live reggae band until 10 pm
Wednesday, December 24, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
10:30 am	Optional Spice and fruit tour with our landscaping team member Chocolate making at Island Village (Pure)
2:30 pm	Rest relax on the beach
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Couples assage at The Ocean Spa
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Jamaica Inn choir with Cater reggae artist and team member
8 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10:30 pm
Thursday, December 25, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8 am	Optional Yoga at the Ocean Spa
12:30 pm	Rumology at Teddy’s beach “Sorrel rum shot”
2:30 pm	Rest relax on the beach
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Until next time spa treatments at The Ocean Spa
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Festive dinner at The Terrace or private beach dinner set up (additional cost) Enjoy a live reggae band until 10 pm
Friday, December 26, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty Last minute Christmas shopping at the gift shop
12 noon	Check out

Gastronomy Seekers Itinerary

Saturday, December 20, 2025
Arrival Day	Arrive from OCJ, MBJ, KNG or On-Island
Check In	Starts at 3 pm or arrive early and enjoy the beach and lunch
Dinner	The Terrace
Sunday, December 21, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8 am	Optional Yoga at the Ocean Spa
11 am	Complimentary Planter’s punch served on the beach Swim, sleep on the beach, swim, snack, snorkel, sip, snack, sleep (repeat)
1 pm	Lunch at Teddy’s
2:30 pm	Sip & Read on the beach, sleep on the beach, sip
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10 pm
Monday, December 22, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8:30 am	Depart JI beach for a boat ride to Dunn’s River Falls to hike 900 ft above sea level on rocks with cascading water
9 am	Optional Glass Bottom boat ride of fish sanctuary
11 am	Complimentary Planter’s Punch served on the beach Sleep, snack, read or chill at the beach bar with the team, sip
12 noon	Lunch at Scotchies for authentic jerk
2:30 pm	Do nothing or swim or head to the spa
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10 pm
Tuesday, December 23, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
10:30 am	Farm to skin foraging at the Ocean Spa (seasonal sorrel scrub)
11 am	Complimentary Planter’s Punch served on the beach Sleep, snack, read or chill at the beach bar with the team, sip
1 pm	Lunch at Teddy’s, the beach bar or under your own palapa
2:30 pm	Do nothing or swim or head to the Ocean Spa, hang with the beach bar team, learn a game of croquet
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
7 pm	Drinks on Us – West wing lawn
8 pm	Beach Gala Enjoy a live reggae band until 10 pm
Wednesday, December 24, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
10:30 am	Optional Spice and fruit tour with our landscaping team member Depart for Mystic Mountain for Sky Bobsle or River tubing or ATV Bike or Horseback riding
12:30 pm	Lunch at Scotchies, Juici Patties or Ocho Rios Jerk Centre
2:30 pm	Rest relax on the beach
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Relaxation on your private balcony or verandah
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Jamaica Inn choir with Cater reggae artist and team member
8 pm	Casual dinner at Teddy’s or Formal dinner at The Terrace Enjoy a live reggae band until 10:30 pm
Thursday, December 25, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty
8 am	Optional Yoga at the Ocean Spa
12:30 pm	Rumology at Teddy’s beach “Sorrel rum shot”
2:30 pm	Rest relax on the beach
4 pm	Complimentary Teatime on the Bar Terrace
5 pm	Until next time spa treatments at The Ocean Spa
6:30 pm	Sip sunset scrumptious cocktails and complimentary hors d'oeuvres
7 pm	Festive dinner at The Terrace or private beach dinner set up (additional cost) Enjoy a live reggae band until 10 pm
Friday, December 26, 2025
7:30-10:30 am	Breakfast at leisure on your private balcony, private verandah or Sea Shanty Last minute Christmas shopping at the gift shop
12 noon	Check out